Sodium Hydroxide → HCID 178525555、化合物

HRID 632941ノート

反応式

HRID 632941 の反応式
[OH-].[Na+].C[O:4][C:5](=[O:43])[CH2:6][C@H:7]1[CH2:12][CH2:11][C@H:10]([C:13]2[CH:18]=[CH:17][C:16]([NH:19][C:20](=[O:42])[CH2:21][CH2:22][NH:23][C:24]([C:26]3[N:27]=[C:28]([C:35]4[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=4[Cl:41])[O:29][C:30]=3[C:31]([F:34])([F:33])[F:32])=[O:25])=[CH:15][CH:14]=2)[CH2:9][CH2:8]1>C1COCC1.CO.O>[Cl:41][C:36]1[CH:37]=[CH:38][CH:39]=[CH:40][C:35]=1[C:28]1[O:29][C:30]([C:31]([F:34])([F:32])[F:33])=[C:26]([C:24]([NH:23][CH2:22][CH2:21][C:20]([NH:19][C:16]2[CH:15]=[CH:14][C:13]([C@H:10]3[CH2:9][CH2:8][C@H:7]([CH2:6][C:5]([OH:43])=[O:4])[CH2:12][CH2:11]3)=[CH:18][CH:17]=2)=[O:42])=[O:25])[N:27]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 178500674HCID 178500674、化合物

生成物 1

HCID 178525555HCID 178525555、化合物収率 83.3%

試薬・触媒・溶媒 1

HCID 21892291Methanol tetrahydrofuran water溶媒

反応条件

温度
25 °C

実験手順

NaOH (108 mg, 2.7 mmol) was added to trans-{4-[4-(3-{[2-(2-chlorophenyl)-5-trifluoromethyloxazole-4-carbonyl]amino}propionylamino)phenyl]cyclohexyl}acetic acid methyl ester (160 mg, 0.27 mmol) dissolved in THF/MeOH/water (25 mL, 3:2:1). The reaction mixture was stirred at 25° C. for 5 hours and concentrated under vacuum. The residue was acidified with 1M HCl up to pH of 2 and extracted with ethyl acetate. The extract was washed with brine and dried with anhydrous sodium sulfate and concentrated under vacuum. Acetonitrile was added thereto and cooled to obtain a filtrate, and the filtrate was filtered and separated to obtain the desired compound (130 mg, 83%) as a white solid.

後処理

  1. concentrationconcentrated under vacuum
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with brine
  4. dry with materialdried with anhydrous sodium sulfate
  5. concentrationconcentrated under vacuum
  6. additionAcetonitrile was added
  7. temperaturecooled
  8. customto obtain a filtrate
  9. filtrationthe filtrate was filtered
  10. customseparated

出典と根拠

ORDレコード
ord-3f7d6167f2df4f4cb689aede334f92ec
出典データセット
uspto-grants-2016_04
特許番号
US09321728B2

反応ノート

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